Best attractions and places to see around Winter Haven, Florida, are characterized by its extensive network of interconnected lakes. The city is known for its natural water features, offering opportunities for various water-based activities. Beyond its aquatic landscape, Winter Haven provides a range of family-friendly theme parks, historic districts, and cultural sites. This combination of natural and man-made attractions makes it a diverse destination.
Last updated: May 12, 2026
Highlight • Monument
Tip by
Highlight • Viewpoint
Tip by
Sign up now to discover places like this
Get recommendations on the best single tracks, peaks, & plenty of other exciting outdoor places.
Sign up for free
Highlight • Rest Area
Tip by
Highlight • Rest Area
Tip by
Highlight (Segment) • Trail
Tip by
Sign up for free to discover even more attractions around Winter Haven.
Sign up for free
Already have an account?
Start today with a free account
Your next adventure awaits.
Login or Signup
This 70-mile trail connects Aubrundale in the south to Polk City in the north. Along the way it goes by a number of parks and lakes where riders can stop for a break, or just to enjoy the view.
0
0
This comprehensive sports complex caters to a wide range of athletic pursuits, featuring eleven soccer fields, nine baseball diamonds, and the prestigious Florida Sports Hall of Fame. A 1,500-seat soccer stadium and a separate 500-seat baseball stadium provide on-site viewing opportunities if you want to take a break from the ride.
0
0
This area represents Edward Bok's generous gift to America upon his retirement. Boasting the second-highest elevation in Florida, it showcases Bok Tower, a lofty Carillon tower constructed in 1921. While the gardens themselves prohibit bikes, requiring riders to dismount for entry, it remains an exceptional destination for cyclists to journey to and admire the stunning surroundings.
0
0
The Bok Tower, a tall Carillon-tower was built in 1921 by Edward W. Bok, editor of the magazine The Ladies Home Journal, along with the surrounding gardens as a bird sanctuary on Floridas highest point to protect the land from being developed. Today, Bok Tower Gardens is a popular spot for recreation and to visit the museum and the beautiful vegetation.
2
0
Enjoy a tour through the Visitor Center which includes exhibits on the life of Edward Bok and the Carillon before or after a stroll through the gardens itself. The Visitor Center is open Monday through Sunday, 9 AM to 5 PM.
2
0
At the shoreline of Lake Hancock, you will find this little wooden gazebo built over water. Take your time and keep your eyes peeled for different birds like herons and ibis.
1
0
Winter Haven is very family-friendly. You'll find the LEGOLAND Florida Resort, which includes a water park and botanical gardens, and the Peppa Pig Theme Park Florida, both offering interactive experiences for younger children. For outdoor fun, Lake Eva Park features large, shady playgrounds and picnic areas.
The city is known as the 'Chain of Lakes City,' offering extensive opportunities for water activities like boating and kayaking. You can observe various bird species like herons and ibis from the wooden gazebo at Bird observation on Lake Hancock. Additionally, South Lake Howard Nature Park provides walking trails and birdwatching opportunities.
Yes, Historic Downtown Winter Haven features well-preserved architecture, shops, and dining. The Museum of Winter Haven History preserves the city's past, focusing on its citrus industry and 'Water Ski Capital of the World' status. You can also visit the Gram Parsons Derry Down for live music, honoring local artists.
You can explore over 13 miles of trails, including the 3.6-mile Chain of Lakes Trail. The Teco Auburndale Trail is a 70-mile route connecting Auburndale to Polk City, passing by parks and lakes. For more outdoor activity ideas, check out the cycling routes around Winter Haven or the running trails in the area.
Winter Haven, like much of Florida, is generally pleasant to visit during the cooler, drier months from late fall through spring (roughly November to April). This avoids the peak heat and humidity of summer, making outdoor activities more enjoyable.
Absolutely. Just a short drive away, you'll find Bok Tower Gardens, a beautiful historic landmark with lush landscapes and a singing tower. Within LEGOLAND Florida Resort, you can also still experience the botanical gardens of the original Cypress Gardens, Florida's first theme park.
Lake Myrtle Park is a comprehensive sports complex featuring eleven soccer fields, nine baseball diamonds, and the Florida Sports Hall of Fame. It also has stadiums for soccer and baseball, offering opportunities to catch a game.
Many of Winter Haven's city parks, such as Rotary Park and South Lake Howard Nature Park, offer easy walking trails. The Chain of Lakes Trail is also generally flat and suitable for leisurely walks or cycling. For specific easy routes, consider the running trails around Winter Haven, which include several easy loops.
With over 50 interconnected lakes, Winter Haven is ideal for water sports. You can enjoy boating, fishing, water skiing, kayaking, and paddleboarding. The Cypress Gardens Water Ski Team also performs on Lake Eloise, showcasing the area's rich water ski heritage.
While specific dog parks are not highlighted, many of Winter Haven's city parks and trails, like the Chain of Lakes Trail, are generally dog-friendly, provided pets are kept on a leash. Always check local signage for specific rules regarding pets in parks.
Theatre Winter Haven is nationally acclaimed for its quality community theater productions. The Historic Ritz Theatre also serves as an important cultural venue, and the Polk State College Winter Haven Art Gallery showcases visual arts throughout the year.
Many modern attractions and parks in Winter Haven strive for accessibility. LEGOLAND Florida Resort and Peppa Pig Theme Park are designed with accessibility in mind. Public parks like Lake Eva Park and paved trails such as the Chain of Lakes Trail typically offer accessible paths. It's always recommended to check specific venue websites for detailed accessibility information.


Still not found the Highlight you’re looking for? See guides of the top attractions in other regions: